Chastity Cage Gay Stories

39,041 results
Orientation
Length
Source
Infinite Scroll

Would You?

by 18YearOldWriter on Sep 3, 2017
First Time

"Would you rather be gay and rich or straight and poor?" asked Kyle. As high school boys, we all replied with an enthusiastic, "Straight and poor!" I don't know how it always gets to this no matter what the subject. We end up asking Would You questions and it always ends up bizarre. A pretty good question hit me. "Would you eat a guy's ass but the reward w...

Torn

by patricia51 on Sep 16, 2017
Letters & Transcripts

Dear Jim, I do not know if you will ever see this letter. A part of me wants to tear it to pieces right now, before its finished, before its even begun. I don't know if I can make myself write it. I have stood and paced and sat in front of the keyboard and typed and then erased everything. I want, somehow, I want everything to go away. I want things to be w...

Tantric Massage Pt. 01

by eroticwriter00 on Sep 16, 2017
Anal

My name is Evan. I'm 5' 11" with blonde hair that curls just below my collar. My tummy has ten extra pounds that I'm trying to lose, my shoulders are broad and I have chest hair that is trimmed on a regular basis. I've been married for thirty years and never cheated once. My son and daughter are married and I recently became a grandfather. My wife is wonde...

Secrets

by Dawns on Sep 16, 2017
Transsexuals & Crossdressers

I was wearing panties that day under my black denim jeans, a habit that went back a few weeks to the Halloween party given by my sister at her home. My Brooke Shields impersonation that night, a very good one, led to jokes that I could date a guy. Cross dressing in any form is not something that I talk about. It's just something I do. It would embarrass me...

Art Class Ch. 02

by jakladd on Sep 1, 2017
Group Sex

The following week was a pretty much spent with the same naked abandon. David & I just loved being naked & hard together and loved our intense bisexual union. Jen loved to watch or participate whenever she was around. Matt was rather pensive and remorseful about the little incident on the previous Saturday, and kept his distance. The next Sunday was my b...

First Real Edging Bondage Massage

by hndcuffguy on Jan 22, 2020
BDSM

Sorry for my "not so good" english. It is not my native language. The story is not a fiction. Almost everything happened as I wrote it down. First let me Introduce myself: I am a 26 yo guy. I rent an apartment with an other guy who is 27 yo. The interesting thing is that he is gay. I never thought about myself as a bisexual, but sometimes even the male bo...

Janine's Journey

by o_girl on Jan 20, 2020
BDSM

This time, I have tried to 'see' things from a 'sub-perspective' -- hoping you will not just find it 'more of the same'. Comments and critique are as usual very, very welcome -- and thank you for reading. Chapter One Prologue "You coming downstairs? It's getting late and I want to be there on time!" George's voice boomed up the staircase and all th...

Peggy Serves the Secret Society Ch. 04

by brandit1148 on Sep 15, 2017
Interracial Love

Author's notes: In her bibliography Literotica member/author Peggy46 wrote that she is very turned-on when people write stories about her. She extended an invitation to anyone to continue or add to the stories that she has written. Member/author Walterio has written an excellent series of stories about Peggy, "Peggy Sanford-A Worldly Woman." I was very turne...

Groomed as an Orphan: Dark Priestess

by EstebanMamono on Jul 31, 2018
NonHuman

This is the story of how I came to be spirited away to a monstergirl village. It was a long, long journey over time, and with the gentle ministrations of a Dark Priestess, who saw it fit that I was taken as a boy to the monstergirl village and married me off to one of them. I'm now middle-aged, happily married with many children, and more humans and monste...

A Taste of Slavery Ch. 36

by Thors_Fist on Dec 2, 2019
Novels and Novellas

Our throuple has to leave their house after it gets shot up. They go to Mistress Dark's, much to Julia's dismay. This chapter has oral, anal, and lesbian sex, bondage and punishment. Julia shows Chen how Janet wishes to be treated. A Taste of Slavery, Ch 36, - Jack's Back, Pt 1 JULIA When Master woke up, he tried to allow me to sleep longer, but I refused...